4-(Trifluoromethyl)aniline → 1-Boc-4-(4-Trifluoromethyl-phenylamino)-piperidine

HRID 1726147Notes

Reaction equation

HRID 1726147 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1.[C:12]([N:19]1[CH2:24][CH2:23][C:22](=O)[CH2:21][CH2:20]1)([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13]>>[C:15]([O:14][C:12]([N:19]1[CH2:24][CH2:23][CH:22]([NH:7][C:6]2[CH:8]=[CH:9][C:3]([C:2]([F:10])([F:11])[F:1])=[CH:4][CH:5]=2)[CH2:21][CH2:20]1)=[O:13])([CH3:18])([CH3:16])[CH3:17]

Participants

3

Reactant 2

HCID 99644-(Trifluoromethyl)anilineHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylate

Product 1

HCID 220291421-Boc-4-(4-Trifluoromethyl-phenylamino)-piperidineYield 40%

Procedure

Using general procedure A, 4-trifluoromethylaniline (2.02 g, 12.5 mmol) and 1-Boc-4-piperidone (2.5 g, 12.5 mmol) afforded 4-(4-trifluoromethyl-phenylamino)-piperidine-1-carboxylic acid tert-butyl ester (1.71 g, 40%).

Sources & evidence

ORD record
ord-eaa147aa786e4a1e8dfa86cdf7a5d0e5
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

Loading…